Cottage vacation rentals in Greenwood Lake

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Top-rated cottage rentals in Greenwood Lake

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Top guest favorite

Cottage in Cortlandt

4.99 out of 5 average rating, 188 reviews

The Little Cottage in the Woods

The Little Cottage in the Woods Nestled among the trees, and in close proximity to our main house, this studio cottage is newly refurbished, very private and is in a great location to access the Hudson Valley. Hiking trails are within minutes of the cottage or right out the front door. Golf courses are also minutes away. Whether you are in the area on business or just looking to escape for the weekend and enjoy the out doors. It is situated on 9 1/2 hikeable acres, all available to our guests

Top guest favorite

Cottage in Warwick

5 out of 5 average rating, 213 reviews

Cottage at Millpond Falls - Romantic Luxury Escape

Looking for a romantic getaway? Relax in this cozy cottage overlooking a waterfall in a private setting. We offer a 5-star premium experience! Super-clean and luxurious. One hour from NYC. Our most frequent review: "We can't wait to come back!" Nearby wineries, craft breweries. Minutes from Warwick village, restaurants, bars, antiques, shopping, Appalachian Trail, and Greenwood Lake. Apple picking, skiing and water park nearby. Close to LegoLand and Jehovah's Witness Headquarters.

Superhost

Cottage in Gardiner

4.9 out of 5 average rating, 161 reviews

Little Cottage Under the Ridge

Visit the cottage for an upscale retreat in the rock climbing epicenter of New York’s famous Shawangunk ridge. our mountain top paradise sits on a dead end road amongst untouched nature, only minutes to town, with a small chef’s kitchen, breakfast bar, and brand new everything. As the last property before Minnewaska’s protected preserve land, the cottage offers unmatched peace and quiet. Enjoy a private campfire beneath mature maple & oak trees that decorate our secluded five acre property.

Guest favorite

Cottage in Greenwood Lake

4.98 out of 5 average rating, 336 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #33593

Guest favorite

Cottage in Goshen

4.92 out of 5 average rating, 308 reviews

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Picture this... You escape to a relaxing, picturesque, and peaceful country cottage and enjoy some of your favorite convenience amenities like 1 Gig Wifi and your favorite streaming sources. Just 10 minutes to LEGOLAND, 3 miles to the famous Orange Heritage Trail, and less than 20 minutes to America's oldest winery, Brotherhood, this cottage has something to offer for everyone. You'll be minutes from conveniences like Target but taking in the views, you'd never know it.

Guest favorite

Cottage in Walden

4.96 out of 5 average rating, 108 reviews

Cute, Cozy, Lakefront cottage

Cute, cozy lakefront cottage on private lake. Deck with an unobstructed view of the lake. Stunning sunrises, pinewood floors in bedroom/living room/kitchen. Queen size bed in bedroom. Situated on the same lot as owner occupied main house. Quiet, residential area. Near wineries, breweries, hiking. WIFI. No TV. Unfortunately, due to severe pet allergies I am unable to host any kind of animals including emotional support and service dogs and cats of any kind.

Guest favorite

Cottage in Glen Spey

4.86 out of 5 average rating, 173 reviews

Charming cottage with Hot Tub -PET FRIENDLY

Only 1 1/2 hours from NYC. Recharge with all the beauty the Catskills have to offer. Welcome to our 100 year old cabin with updates. It is 500 square feet of pure cuteness. It exudes charm while providing comforts. 3 bedrooms and a sofa allow for lots of guests. tucked away in nature, yet just a short drive to great local finds. Please note that, although this is a cottage in a lake community, this house does not have access to the lake.

Guest favorite

Cottage in Pawling

4.98 out of 5 average rating, 119 reviews

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Guest favorite

Cottage in Phoenicia

4.94 out of 5 average rating, 261 reviews

Charming creekside cottage in Phoenicia

Come relax in one of the prettiest places in the Catskills. Enjoy views of the Stony Clove, while sipping coffee on the wrap-around deck. The location is private and quiet, yet convenient to all the region's many attractions - hiking, skiing, antiquing, eating. When you are done exploring, enjoy a dip in one of the largest, deepest swimming holes in the area. Perfect for small families and couples. License Number: 2022-STR-AO-081

Top guest favorite

Cottage in Califon

5 out of 5 average rating, 104 reviews

Cottage by River/Fishing/Bike- No Cleaning Fee!

**This property does not allow pets** Our 1-bedroom cottage sits adjacent to the beautiful South Branch of the Raritan River, known for its outstanding fly fishing and bird watching. It is a short walk (0.3 miles) to the Ken Lockwood Gorge. Access to the Columbia Trail for walking or biking is only steps away. Close to Chester, Clinton, Oldwick, High Bridge, Tewksbury, Lebanon, Annandale, Long Valley.

Top guest favorite

Cottage in Narrowsburg

5 out of 5 average rating, 165 reviews

Upper Delaware River cottage

1930's cottage with spectacular views. Fully stocked and situated on a stretch of Upper Delaware river rapids near Narrowsburg, NY. Heat/AC system, fireplace, solo stove, barbecue and porch. There are 7 acres with river views and access . River is a couple hundred yards from cottage, lots of lawn, hammock, kayaking, lawn games, board games, hiking, fire pits, lots to do or just relax.

Superhost

Cottage in Red Hook

4.9 out of 5 average rating, 205 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

Get away from it all to your little slice of paradise. Kayak, swim and rest. Just a hop skip and jump from the city. A blue stone pathways leads to your own private charming cottage overlooking a beautiful spring fed lake with your own private Hot Tub OPEN ALL YEAR ROUND and lake front oasis. Completely surrounded by perennials, and native trees. Lake dock, Hammock and kayaks await you.

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What guests are saying

Lakeview Cozy Cottage w/ 2 bedrooms & 1 bath

4.97 out of 5 average rating, 156 reviews2 weeks ago

Had such a beautiful time at the lake cottage! Was perfect inside and out. All of our experiences together were amazing and I loved the way the lake was right in our view from the house. Jenna really ensured that all of the amenities that someone would need were there for use. Definitely worth the trip and would recommend to anyone that wants a private little getaway! Fireplace was a great feature as well. Amazing and affordable! Super clean and comfy.

Cottage in Jefferson

What guests are saying

Romantic Getaway: Lovingly Restored Esopus Cottage

4.91 out of 5 average rating, 630 reviews2 weeks ago

We loved our long weekend stay at the cottage, especially that you could hear the creek from where we were staying. Very serene and gorgeous area, great location for town hopping, and the hosts Alma and James were extremely communicative and lovely. Highly recommend!

Cottage in Phoenicia

What guests are saying

Cozy home in the Village of Greenwood Lake

4.93 out of 5 average rating, 181 reviews6 days ago

Would highly recommend staying here. Will re-book if we return to Lego-Land or surrounding area. Loved that there was everything you need for a home that you don’t bring/pack (hair dryer, silverware, plates, cleaning supplies, spices etc). Quiet area with nice neighbors and really good food places (1-3 min walk away).

Cottage in Greenwood Lake

What guests are saying

Cottage on House Pond

5 out of 5 average rating, 118 reviews6 months ago

This cabin was better in person than what pictures on the listing show. My family and I have gone to our fair share of Airbnbs and this one definitely stands out to us. The hosts were responsive, friendly, and provided clear instructions. They gave local recommendations which is so helpful when you don’t know the surrounding area. The cabin’s location was quiet and felt secluded as there are only a few other houses nearby (which felt like none bc it was quiet), but it was so close to so many things! The firepit was already set up for us to enjoy a fire. The house was so well stocked. We always bring extra things with us because you never know if they will have it but with this house, there was no need for us to bring any of those extra items. If we needed something, the house had it. My husband really enjoyed the fishing! My daughters loved watching the local wildlife. We didn’t have a care in the world and got to enjoy some quality time together in a peaceful setting! We will be back!

Cottage in Hawley

What guests are saying

Charming Cottage Getaway

4.99 out of 5 average rating, 127 reviews3 months ago

This was our second time staying at the cottage. We had a wonderful stay over the holidays. The cottage was warm and cozy and Linda had tasteful and festive decor in every nook and cranny. We had the pleasure of meeting Linda. She is a truly wonderful person who loves what she does and it shines through in her beautiful property. So much attention to detail throughout the house. We hope to be back again soon!!

Cottage in New Paltz

What guests are saying

The Hickory Cottage - perfect!

4.76 out of 5 average rating, 623 reviews2 months ago

I had an absolutely fantastic stay at Judy and Eric’s cottage! The space was cozy, spotless, and had everything I needed for a comfortable getaway. But what truly made this experience special was their incredible hospitality. A snowstorm hit during my stay, and Judy and Eric went above and beyond by allowing me to stay extra time to ensure I was safe. Their kindness and generosity truly made a difference, and I couldn’t be more grateful. The cottage itself is peaceful and charming, with a breathtaking view into the woods that made for the perfect escape. Waking up to that scenery was one of the highlights of my stay! I highly recommend this place to anyone looking for a relaxing and welcoming retreat. Thank you, Judy and Eric—I will definitely be back!

Cottage in Accord

What guests are saying

The Cottage on Babbling Brook

4.95 out of 5 average rating, 196 reviews1 week ago

Super peaceful and tranquil! We were in town for the Gilmore Girls convention and absolutely loved our stay! Gorgeous surroundings and no noise even though you are right off the road. The creek outside was just beautiful and all the wood touches on the inside gave it that perfect "log cabin" feel. It was super clean and had all the amenities you could need. The wood burning stove was the cherry on top, making late night Netflix binges out of this world.

Cottage in New Milford

What guests are saying

The River Road Cottage

4.77 out of 5 average rating, 111 reviews6 months ago

Came up for a weekend away from NYC with my husband and another couple and our two dogs. House was great and in a great location - 10 mins away from downtown New Paltz. Went to Twin Orchards on the weekend which we highly recommend. There is A LOT to do in the surrounding area!

Cottage in New Paltz

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